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Highly Enantioselective Synthesis of γ‐Nitroketones Containing a Terminal Alkene Moiety by means of Organocatalyzed Conjugate Addition between Nitroalkene and Enones
Author(s) -
Ling JunBing,
Wang WeiPing,
Xu PengFei
Publication year - 2011
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201000236
Subject(s) - nitroalkene , enantioselective synthesis , alkene , chemistry , moiety , conjugate , enone , organocatalysis , cinchona , catalysis , organic chemistry , combinatorial chemistry , stereochemistry , mathematical analysis , mathematics
Phenom‐enone: Asymmetric conjugate addition of nitroalkene to enones catalyzed by primary amine catalyst derived from cinchona alkaloids has been investigated. The reaction afforded the desired terminal alkene‐containing γ‐nitroketones (see scheme) in good yields and with excellent enantioselectivities, which have potential applications in synthesis of structurally and stereochemically diverse molecules by means of additional transformations.